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Historical Homes For Sale in
Fairfield, Connecticut

Fairfield, CT 06890 89 Westway Rd

5 Bed / 8 Bath / 5004 Sqft	$4,975,000
"the most beautiful house in southport." absolutely stunning circa 1840 colonial in the heart of southport harbor. breathtaking features and quality abound in this 3-story, 5-en-suite bedroom home, with beautiful pool and separate carriage house. the house has been completely renovated, updated and styled with the finest materials and to the highest standards, making it perfect for modern living a ..

Fairfield, CT 06890 608 Harbor Rd

4 Bed / 6 Bath / 4780 Sqft	$3,999,000
This iconic and well sited southport residence was originally built in 1808 by shipbuilder, captain jeremiah sturges. the house has recently undergone a major renovation by local architect jack franzen and manhattan based interior designer tom scheerer. enjoy the stunning views of southport harbor, the country club of fairfield golf course and long island sound. walk to the pequot yacht club, vill ..

Fairfield, CT 06890 418 Harbor Rd

7 Bed / 7 Bath / 6532 Sqft	$3,500,000
Magnificent southport village victorian- zalmon wakeman house circa 1871. original exquisite woodwork, soaring ceilings, floor to ceiling french doors, tiffany stained glass window and 6 fireplaces. sits prominently on a hill with stunning water views of the harbor and long island sound. this timeless home includes a grand receiving hall, elegant living room, spacious dining room, family room and ..

Fairfield, CT 06890 187 Westway Rd

7 Bed / 9 Bath / 8062 Sqft	$3,499,000
Exceptional southport landmark - in the heart of southport village, on an excellent 1.23 acre property, this grand 8000 square foot, 7 bedroom, 7 full bath, colonial with 8 fireplaces, provides an unparalleled village lifestyle. just steps to wonderful southport harbor, shops, restaurants, library, the pequot yacht club, ye yacht yard & metro north train service to nyc. features include an elevato ..

Fairfield, CT 06824 1386 Hillside Rd

6 Bed / 8 Bath / 6949 Sqft	$2,999,000
Live the legacy! your opportunity to make the house on the premier private 3 acre setting overlooking long island sound yours. six bedroom home with pool and separate renovated 2 bedroom guest house have panoramic views. high ceilings throughout. wide board floors in perfect condition. multiple entertaining spaces for all ages. large bedroom suites. large kitchen with fireplace. master bedroom sui ..

Fairfield, CT 06890 683 Pequot Ave

6 Bed / 6 Bath / 4913 Sqft	$2,995,000
The oliver sherwood house is the quintessential southport shingle style home located in the heart of the village. 9 foot plus ceilings and vast room scale highlight all the architectural features in this 1892 built home. with 4 fully renovated levels and 6 bedrooms, there is an abundance of space for all your needs including added bonuses such as lower level rec room, exercise room, wine cellar, 2 ..

Fairfield, CT 06890 14 Willow St

6 Bed / 6 Bath / 4657 Sqft	$2,900,000
Village living at it’s best! the lot bulkley house is one of southport’s most iconic homes. this charming circa 1830 captain’s house has undergone a recent extensive renovation and addition which includes a new guest suite, family room, office and mudroom. the entire first floor renovation included a new kitchen, and opening walls to create an adjoining family room. a play room was also adde ..

Fairfield, CT 06890 916 Pequot Ave

6 Bed / 5 Bath / 4419 Sqft	$2,795,000
The commanding beauty and stunning symmetry of this c.1863 georgian colonial will take your breath away. it is generously set back from the road and framed by a pair of magnificent copper beech trees. it was originally built by sea captain walter thorpe and later owned by simon banks, a wealthy proprietor of the banks shipping line. the home has undergone 2 major renovations, first by simon banks ..

Fairfield, CT 06824 817 Sasco Hill Rd

5 Bed / 5 Bath / 5679 Sqft	$2,600,000
Our glorious gem has an inspiring style, and a serenade of welcoming & comfortable spaces that epitomizes today’s understated elegance to the fullest. a stones throw from the beach, our greek revival architecture boasts fine signature embellishments & glows with impeccable good taste. presenting a distinctive collaboration of white glove and five star accommodations, this timeless beauty offer ..

Fairfield, CT 06824 1386 Hillside Rd

6 Bed / 8 Bath / 6949 Sqft	$2,550,000
Modern appeal of high ceilings, open floor plan, combined with unique vintage vibe of wide board floors, fireplaces and legacy details. perfect primary or weekend home. long admired as the house across from greenfield hill green on 3 private acres, overlooking long island sound. effortless style and entertaining spaces. six large bedroom (4 en suite) main house ~panoramic views of landscaped prope ..

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